Train to sail a 30-foot keelboat in a 3–4 day course (max 4 students)
3 - 4 Days
Up to 4 people
Lunch break, Instruction
Build practical sailing skills over three to four days as you train on a 30-foot keelboat in light to moderate conditions. Classes are limited to four students and meet at 78 Old Fisherman's Wharf in Monterey.
You must complete a two-hour Introduction to Sailing course or get special permission from a Sail Monterey instructor before enrolling. Tipping instructors is recommended at course completion; clarify the amount with Greetwell before booking.
Cancel at least 14 days before the first day of class for a refund. Late or absent students do not receive a refund and must pay full price for another class. If the instructor cancels due to unforeseen circumstances (ie. weather or maintenance), you are entitled to a full refund.
Complete the two-hour Introduction to Sailing course before you enroll, or get special permission from a Sail Monterey instructor.
Plan for 10:00am to around 3:30pm each day. Arrive at least 15 minutes before the start time.
Dress in layers based on the weather. Wear flat-bottom, non-marking, closed-toe shoes (white soles are recommended). Bring a hat, sunglasses, and sunscreen, and wear a waterproof or water-resistant outer layer.
78 Old Fisherman's Wharf
Monterey Bay sailing doesn't get much better than this. Paul and his team of captains, including Tiki, Kiwi, Tanya, and Vince, have built something genuinely special here. Families, couples, and first-timers all seem to walk away raving, and the enthusiasm these captains bring is clearly contagious. Wildlife sightings, including whales, sea lions, and otters, add an extra layer of magic to what's already a beautiful setting. For those curious about learning to sail, the intro and ASA certification courses earn particularly high praise. Captain Kiwi has a real gift for teaching, breaking down technical concepts in ways that actually stick, while Tanya brings impressive organization and warmth to the longer courses. Even on breezy or less-than-ideal days, the team communicates proactively and makes the most of conditions. The one hiccup worth noting is a cancellation that happened with short notice, so if your schedule is tight, it's worth confirming closer to your departure time.
I took ASA 101 and 103 on back to back weekends. Not only did I have a great time and learn a ton, I tapped into an amazing sailing community. I went from no experience to feeling very comfortable with basic maneuvers in light winds, and gained experience and confidence in spicier conditions under the calm guidance of Captains Tanya and Tiki. And now I can tie six kinds of knots! Highly recommended them as a sailing school, and the catamaran cruises are a lovely and relaxing way to see Monterey from the water.
Liz MacDonald
June 29, 2026
I took ASA 101 and 103 on back to back weekends. Not only did I have a great time and learn a ton, I tapped into an amazing sailing community. I went from no experience to feeling very comfortable with basic maneuvers in light winds, and gained experience and confidence in spicier conditions under the calm guidance of Captains Tanya and Tiki. And now I can tie six kinds of knots! Highly recommended them as a sailing school, and the catamaran cruises are a lovely and relaxing way to see Monterey from the water.
Liz MacDonald
June 29, 2026
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